Lipophilization of ascorbic acid: a monolayer study and biological and antileishmanial activities.
Lipophilization of ascorbic acid: a monolayer study and biological and antileishmanial activities.
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DOI：
10.1021/jf5029398
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发表时间：
2014-09
影响因子：
6.1
通讯作者：
N. Kharrat;Imen Aissa;M. Sghaier;M. Bouaziz;Mohamed Sellami;D. Laouini;Y. Gargouri
中科院分区：
文献类型：
--
作者：
N. Kharrat;Imen Aissa;M. Sghaier;M. Bouaziz;Mohamed Sellami;D. Laouini;Y. Gargouri
Ascorbyl lipophilic derivatives (Asc-C2 to Asc-C(18:1)) were synthesized in a good yield using lipase from Staphylococcus xylosus produced in our laboratory and immobilized onto silica aerogel. Results showed that esterification had little effect on radical-scavenging capacity of purified ascorbyl esters using DPPH assay in ethanol. However, long chain fatty acid esters displayed higher protection of target lipids from oxidation. Moreover, compared to ascorbic acid, synthesized derivatives exhibited an antibacterial effect. Furthermore, ascorbyl derivatives were evaluated, for the first time, for their antileishmanial effects against visceral (Leishmania infantum) and cutaneous parasites (Leishmania major). Among all the tested compounds, only Asc-C10, Asc-C12, and Asc-C(18:1) exhibited antileishmanial activities. The interaction of ascorbyl esters with a phospholipid monolayer showed that only medium and unsaturated long chain (Asc-C10 to Asc-C(18:1)) derivative esters were found to interact efficiently with mimetic membrane of leishmania. These properties would make ascorbyl derivatives good candidates to be used in cosmetic and pharmaceutical lipophilic formulations.
